Floxacrine → S 82-5455

HRID 1981517

Reaktionsgleichung

Reaktionsgleichung von HRID 1981517
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:22][C:21]3[N:20]([OH:23])[C:19]4[C:14](=[CH:15][C:16]([Cl:24])=[CH:17][CH:18]=4)[C:13](=[O:25])[C:12]=3[C:11](=O)[CH2:10]2)=[CH:5][CH:4]=1.[CH3:29][N:30]1[CH2:35][CH2:34][N:33]([NH2:36])[CH2:32][CH2:31]1>C(O)C>[CH3:29][N:30]1[CH2:35][CH2:34][N:33]([N:36]=[C:11]2[C:12]3[C:13](=[O:25])[C:14]4[C:19](=[CH:18][CH:17]=[C:16]([Cl:24])[CH:15]=4)[N:20]([OH:23])[C:21]=3[CH2:22][CH:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:28])([F:1])[F:27])=[CH:4][CH:5]=3)[CH2:10]2)[CH2:32][CH2:31]1

Komponenten

4

Edukt 2

HCID 68708FloxacrineHCID 813491-Amino-4-methylpiperazine

Produkt 1

HCID 3086317S 82-5455

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

40.75 g (0.1 mole) of 3-(4-trifluoromethylphenyl)-7-chloro-10-hydroxy-3,4-dihydroacridine-1,9(2H,10H)-dione are suspended in 500 ml of ethanol, 11.5 g (0.1 mole) of N-methyl-N'-aminopiperazine are added and the reaction mixture is heated to reflux for 30 minutes. A clear orange-red solution forms during this. After cooling down, the ethanol is distilled out in a rotary evaporator and the solid residue is recrystallized from toluene/cyclohexane (1:1). 43 g=85% of theory of the title compound is thus obtained in the form of orange-yellow crystals of melting point 213° C.

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureto reflux for 30 minutes
  3. temperatureAfter cooling down
  4. distillationthe ethanol is distilled out in a rotary evaporator
  5. customthe solid residue is recrystallized from toluene/cyclohexane (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-ddd22445b8dd44f5b8871cbe8470a71a
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04593027

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